106877-18-3

Basic information

• Product Name: 2-Methyl-3-(trifluoromethyl)pyridine
• Synonyms: 2-Methyl-3-(trifluoromethyl)pyridine
• CAS NO: 106877-18-3
• Molecular Formula: C₇H₆F₃N
• Molecular Weight: 161.13
• Mol File: 106877-18-3.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: 2-Methyl-3-(trifluoromethyl)pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methyl-3-(trifluoromethyl)pyridine(106877-18-3)
• EPA Substance Registry System: 2-Methyl-3-(trifluoromethyl)pyridine(106877-18-3)

Safety Data

• Statements: 36
• Safety Statements: 26
• RIDADR: UN 2811 6.1 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 106877-18-3(Hazardous Substances Data)

Usage

Description

2-Methyl-3-(trifluoromethyl)pyridine is a pyridine derivative with the molecular formula C8H6F3N. It features a trifluoromethyl group at the third position and a methyl group at the second position on the pyridine ring. This colorless liquid with a strong odor is known for its use as an intermediate in the synthesis of pharmaceuticals and agrochemicals, as well as a building block in the preparation of various functional materials and organic compounds. Although it is considered to be of low toxicity, it is flammable, and proper safety measures should be taken during its handling and storage.

Uses

Used in Pharmaceutical Industry:
2-Methyl-3-(trifluoromethyl)pyridine is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of new drugs with enhanced properties.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Methyl-3-(trifluoromethyl)pyridine serves as an intermediate in the production of agrochemicals, potentially improving the effectiveness of pesticides and other agricultural chemicals.
Used in Material Science:
2-Methyl-3-(trifluoromethyl)pyridine is utilized as a building block in material science for the preparation of functional materials and organic compounds, owing to its unique structural features that can enhance material properties.

Upstream product

• 109-06-8 α-picoline 
• 75-63-8 Bromotrifluoromethane 
• 77152-08-0 trifluoromethylcopper(I) 
• 38749-79-0 3-bromo-2-picoline 

Relevant articles and documents

Trifluoromethylation of aryl and heteroaryl halides with fluoroform-derived CuCF3: Scope, limitations, and mechanistic features

Fluoroform-derived CuCF3 recently discovered in our group exhibits remarkably high reactivity toward aryl and heteroaryl halides, performing best in the absence of extra ligands. A broad variety of iodoarenes undergo smooth trifluoromethylation with the ligandless CuCF3 at 23-50 C to give the corresponding benzotrifluorides in nearly quantitative yield. A number of much less reactive aromatic bromides also have been trifluoromethylated, including pyridine, pyrimidine, pyrazine, and thiazole derivatives as well as aryl bromides bearing electron-withdrawing groups and/or ortho substituents. Only the most electrophilic chloroarenes can be trifluoromethylated, e.g., 2-chloronicotinic acid. Exceptionally high chemoselectivity of the reactions (no side-formation of arenes, biaryls, and C2F5 derivatives) has allowed for the isolation of a large number of trifluoromethylated products in high yield on a gram scale (up to 20 mmol). The CuCF3 reagent is destabilized by CuX coproduced in the reaction, the magnitude of the effect paralleling the Lewis acidity of CuX: CuCl > CuBr > CuI. While SNAr and SRN1 mechanisms are not operational, there is a well-pronounced ortho effect, i.e., the enhanced reactivity of ortho-substituted aryl halides 2-RC6H4X toward CuCF3. Intriguingly, this ortho-effect is observed for R = NO2, COOH, CHO, COOEt, COCH3, OCH3, and even CH3, but not for R = CN. The fluoroform-derived CuCF3 reagent and its reactions with haloarenes provide an unmatched combination of reactivity, selectivity, and low cost.

Process for perfluoroalkylation of aromatic derivatives

A process for the perfluoroalkylation of aromatic derivatives. In a first stage, an aromatic derivative, sulfur dioxide and a metal selected from the group consisting of zinc, aluminum, manganese, cadmium, magnesium, tin, iron, nickel and cobalt, are brought into contact in a solvent, preferably a polar aprotic solvent. In a second stage, a perfluoroalkyl bromide or iodide is added to react with the aromatic derivative.